Woo me already!

In an advice column I read this morning, a 29-year-old woman wrote in complaining that she’d been hanging out with a guy and his friends all the time, but she really wanted him to just ask her out on a real date for once — you know, alone.

According to the advice guru who responded, it’s a common problem he’s seeing among Millennials these days. We’re using technology as a crutch — texting to set up “casual” group outings, flirting by way of Facebook likes — to help us avoid outright rejection.

What we end up with, though, are messy, ill-defined pseudo-relationships and a lot of anxiety about setting up formal dates that build real connections. It’s such an issue that several colleges are now offering Dating 101 classes. Really.

As a Gen Yer who has been on her fair share of “Uh, is this Ultimate Frisbee game supposed to be romantic?” non-dates, I wasn’t surprised to hear it.

And as a giant nerd, I also wasn’t surprised to find that the column made me think of modern sales relationships, too. Because it seems the problems plaguing Gen Y daters today are also hurting client-producer connections.

It’s easier than ever for agents to send out mass emails and schedule automatic tweets and status updates. And — just like going mini-golfing with 10 other people — there’s nothing wrong with that.

But while your clients might appreciate those things, they’re not activities that promote close, real relationships. So when an advisor walks into a client meeting, expecting a warm reception — I mean, he sent all those helpful emails, didn’t he? — he’s instead going to be greeted as just another salesperson.